Holiday rentals with a pool in Downtown Colorado Springs

Quite spacious Apt w/Game Table, Pool, Bball court

Relax with the whole family at this peaceful place to stay. Enjoy the community pool during summer, Tennis, and walking trails. It is an independent family-friendly unit in the basement of the main house. It is a private space with its own entrance and separate from the main house. Free public parking or on the house driveway. Patio with table, grill, hammock, fire pit, and basketball court. Close to attractions, shopping, etc. Permit: A-STRP-25-0737 per Ordinance 7.5.1706 Rules and Regulations

4 Bedrm Home w/Seasonal Pool in Manitou Springs

Families will love getting together in this 4 bedroom, 2 bath home w/seasonal pool located on almost 8 private acres. Situated along beautiful Sutherland creek in a quiet neighborhood, we are 1 mile to the heart of downtown Manitou Springs. Come & explore our wonderful town. SO much to see! Garden of the Gods, Cave of the Winds, Pikes Peak, Seven Falls...& amazing hiking! * Note: This is the main house for Town-N-Country Cottages w/8 rental cottages, which may be rented out on a daily basis.

Cortland Cabin Getaway W/ Views & Hot Tub- Pets OK

Cortland Cabin is a cozy, 931-square-foot mid-century modern mountain retreat just 15 minutes from CO Springs and 8 minutes from the Pikes Peak entrance and Santa's Workshop. Nestled between Manitou Springs and Woodland Park, it features stunning mountain views, a private hot tub, fire pit, and a bright open-concept layout with wraparound windows that bring the outdoors in. Dog-friendly and thoughtfully equipped, it's the perfect place to relax, explore, and enjoy cool mountain air year-round.

Rustic Historic Colorado Mountain Cabin Pikes Peak

This historic rustic log cabin built in 1953 has been updated. It sits near the foot of Pikes Peak and Pike National Forest & 17 minutes from Downtown Colo Spgs. The cabin sits at 7800' and is usually cool and comfortable temperature inside, we have added Central Air Conditioning to further enhance your comfort. Denver Airport (DIA) is a 90 minute drive Colorado Springs Airport (COS) is a 32 minute drive. Hiking, Fishing, Kayaking, Garden of the Gods, North Pole Santas Workshop, USAFA,

Hidden Gem⋆Heated Pool⋆Gorgeous Views⋆2.4 ac⋆AC⋆EV

NON-SMOKING PROPERTY. Located in Erindale Heights, one of the true hidden treasures of Colorado Springs. It is nestled away in a private 2.4 acres but surrounded by metropolitan amenities. Many of the area’s newest and most compelling restaurants, shopping outlets, and theaters are within 5 minutes away. It is adjacent to Austin Bluffs Open Space and Pulpit Rock Park. Garden of the Gods is within visible 8 miles distance and nearest to Air Force Academy. Non-owner-occupied permit STR-0085.

Urban Float - Heated Indoor Pool/HotTub & Firepit

Discover your perfect Colorado Springs getaway – a stylish 2-bedroom guesthouse with an indoor pool/hot tub blending mountain views 🏔️ & urban convenience 🏖️. 🏊‍♀️ Enjoy a year-round dip in your 35 ft heated indoor pool, reserve time slots on our shared calendar. 🍽️ Cook delicious meals in the fully equipped kitchen. 🔥 Sit back and relax in your 7-person hot tub 🪵 Gather around the fire pit in the private backyard. 📍 Explore the Olympic Training Center, shops, & restaurants nearby.

Sunshine Mountain , experience true Colorado!

3 bed, 2 bath home in the shadow of Pike's Peak. Features a wheel chair ramp, 7.5 acres of shared property with wooded walking trails and an adults only swim spa patio area. The perfect spot to get away to a country setting but close to town. We have WIFI, 65" TV, soaking tub, new bedding, stocked kitchen/pantry, seasonal art studio, outdoor seating, fire pit & onsite parking. Base price is for 4 guests (Sleeps 8). For larger groups we also a RV site with hookups.

Cheerful home w/pool & hot tub in quiet area

Relax with the whole family at this peaceful place to stay. We have everything needed to be your home away from home while you visit Colorado. Unwind in the hot tub (open year-round) and stay warm and toasty with the wood burning stove. Seasonal heated outdoor pool opening end of May 2026. Safety fence for the little kiddos-available upon request. Home is within 5 minutes of I-25, one mile from Pulpit Rock Park and Cottonwood Creek Trail. STR-26-0046

King's Oasis

Family-friendly home just outside Colorado Springs city limits—only minutes from the airport! Located in a peaceful neighborhood, this cozy retreat features a private pool perfect for kids and a relaxing space for adults. With comfortable living areas, a fully equipped kitchen, and easy access to local parks and attractions, it’s the perfect spot for a relaxing getaway without the city noise. Your peaceful Colorado escape starts here!

CASCADE RETREAT: MOUNTAIN VIEWS and GREAT LOCATION

Tucked away at the base of Pikes Peak, this cozy mountain cabin offers stunning mountain views, Fountain Creek, and a nearby hiking trail to a lake. Enjoy the spacious deck, gas firepit, and starry night skies, or relax by the indoor fireplace and watch a movie. Peaceful and private, yet just 15 minutes to downtown Colorado Springs and under 10 minutes to historic Manitou Springs—the perfect mountain escape.

1BR Furnished Apartment Pet Friendly | Heated Pool

Stay in a fully furnished 1BR/1BA apartment in an upscale Colorado Springs community—perfect for long stays, relocations, or business travel. Enjoy a modern kitchen, high-speed WiFi, in-unit washer/dryer, and comfortable living area. Community amenities include a heated pool, hot tub, fitness center, clubhouse, grills, dog park, and pet spa. Convenient to Peterson AFB, downtown, trails, and dining.

Resort-Style Townhome | Pool, Hot Tub & Gym Access

Enjoy a comfortable stay in this pet-friendly 2BR, 2.5BA end-unit townhome in a prime Colorado Springs location, just 7 minutes to downtown with easy access to major highways. With a garage, fast WiFi, and space to sleep up to 5, this home is ideal for short visits or monthly stays. Guests also enjoy access to a resort-style community clubhouse, pool, fitness center, and dog park.